(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

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Chemical Name:(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid
CAS No.:331731-40-9
Molecular Formula:C₃₆H₄₅FN₄O₁₃
Molecular Weight:760.771
Hs Code.:

(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

Synonyms:(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

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Chemical Property of (R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

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Technology Process of (R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

There total 23 articles about (R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 331731-39-6
(R)-tert-Butoxycarbonylamino-(3-{3-[(S)-1-[(R)-3-(4-fluoro-3-nitro-phenyl)-2-(2-trimethylsilanyl-ethoxycarbonylamino)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-acetic acid

: 331731-40-9
(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 72h;
DOI:10.1021/ja003835i

Reference yield:

: 57179-35-8
3-hydroxy-5-methoxybenzaldehyde

: 331731-40-9
(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

Guidance literature:: Multi-step reaction with 15 steps

1.1: 89 percent / K₂CO₃ / dimethylformamide / 3 h / 60 °C

2.1: 87 percent / tetrahydrofuran / 2 h / -78 - 25 °C

3.1: 78 percent / t-butyl hypochlorite; (DHQD)2PHAL; NaOH / K₂OsO₂(OH)4 / H₂O; propan-1-ol / 1 h / 25 °C

4.1: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

5.1: H₂ / Pd/C / methanol / 3 h

6.1: 3.01 g / pyridine / CH₂Cl₂ / 3 h / 25 °C

7.1: 70 percent / K₂CO₃; 18-crown-6 / dimethylsulfoxide / 15 h / 25 °C

8.1: 100 percent / H₂ / Pd/C / methanol / 1 h

9.1: t-BuONO; HBF₄ / acetonitrile; H₂O / 0.33 h

9.2: 80 percent / Cu₂O; Cu(NO₃)2 / acetonitrile; H₂O / 1 h / 0 °C

10.1: 95 percent / K₂CO₃; Bu₄NI / dimethylformamide / 25 °C

11.1: 82 percent / aq. K₂CO₃ / methanol / 12 h / 25 °C

12.1: 86 percent / PyBop; NaHCO₃ / dimethylformamide; CH₂Cl₂ / 5 h / -5 - 0 °C

13.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

14.1: 19.2 mg / NaClO₂; NaH₂PO₄*2H₂O; resorcinol / dimethylsulfoxide; H₂O / 1 h / 0 °C

15.1: 87 percent / Bu₄NF / tetrahydrofuran / 72 h / 25 °C

With pyridine; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; tetrafluoroboric acid; tert.-butylnitrite; 18-crown-6 ether; tert-butylhypochlorite; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; recorcinol; palladium on activated charcoal; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 3.1: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/ja003835i

Reference yield:

: 50637-29-1
3-(benzyloxy)-5-methoxybenzaldehyde

: 331731-40-9
(R)-(3-{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-5-methoxy-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: 87 percent / tetrahydrofuran / 2 h / -78 - 25 °C

2.1: 78 percent / t-butyl hypochlorite; (DHQD)2PHAL; NaOH / K₂OsO₂(OH)4 / H₂O; propan-1-ol / 1 h / 25 °C

3.1: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

4.1: H₂ / Pd/C / methanol / 3 h

5.1: 3.01 g / pyridine / CH₂Cl₂ / 3 h / 25 °C

6.1: 70 percent / K₂CO₃; 18-crown-6 / dimethylsulfoxide / 15 h / 25 °C

7.1: 100 percent / H₂ / Pd/C / methanol / 1 h

8.1: t-BuONO; HBF₄ / acetonitrile; H₂O / 0.33 h

8.2: 80 percent / Cu₂O; Cu(NO₃)2 / acetonitrile; H₂O / 1 h / 0 °C

9.1: 95 percent / K₂CO₃; Bu₄NI / dimethylformamide / 25 °C

10.1: 82 percent / aq. K₂CO₃ / methanol / 12 h / 25 °C

11.1: 86 percent / PyBop; NaHCO₃ / dimethylformamide; CH₂Cl₂ / 5 h / -5 - 0 °C

12.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

13.1: 19.2 mg / NaClO₂; NaH₂PO₄*2H₂O; resorcinol / dimethylsulfoxide; H₂O / 1 h / 0 °C

14.1: 87 percent / Bu₄NF / tetrahydrofuran / 72 h / 25 °C

With pyridine; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; tetrafluoroboric acid; tert.-butylnitrite; 18-crown-6 ether; tert-butylhypochlorite; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; recorcinol; palladium on activated charcoal; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2.1: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/ja003835i